Book Luxury Airbnb Alternatives in Kissimmee

We selected the 102 homes worth renting in this location

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Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Home spotlights in Kissimmee

Halfnote

Halfnote

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

This brand new 4 bedroom, 3 bathroom vacation rental with a pool is located in Storey Lake Resort, providing guests with an exceptional vacation experience. The bedrooms include a king bedroom downstairs, a king suite upstairs, and two bedrooms with one full and one twin bed each.

Cottonwood & Palm

Cottonwood & Palm

  • 15 guests

  • 5 bedrooms

Osceola County, Florida

This brand new single family home features five bedrooms and five bathrooms, with two of the bedrooms located downstairs. The fully-equipped kitchen and private game room provide plenty of entertainment options for guests.

The Osteria

The Osteria

  • 8 guests

  • 3 bedrooms

Osceola County, Florida

This brand new vacation rental condo is a stunning 3-bedroom, 2-bathroom property located in Storey Lake Resort. Guests will enjoy a comfortable stay in the King bedroom on suite, as well as two other bedrooms with full and twin beds.

A View to a Dream

A View to a Dream

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

This brand new single family home boasts 5 bedrooms and 5 bathrooms, with 2 bedrooms conveniently located on the first floor. The fully-equipped kitchen and game room offer plenty of entertainment options, while the private screened pool and spa provide a relaxing retreat.


We selected the top 3% holiday homes in Kissimmee Airbnb Alternatives

Explore the 102 most perfect homes in our collection

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Most popular homes in Kissimmee

Body of Evidence

Body of Evidence

  • 15 guests

  • 4 bedrooms

Kissimmee, Osceola County

An Ocala of Ocala

An Ocala of Ocala

  • 16 guests

  • 5 bedrooms

Osceola County, Florida

Casa Rosita

Casa Rosita

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

All Around The House

All Around The House

  • 12 guests

  • 4 bedrooms

Osceola County, Florida

Sunset Haze

Sunset Haze

  • 15 guests

  • 5 bedrooms

Osceola County, Florida

Sailing In The Sky

Sailing In The Sky

  • 15 guests

  • 4 bedrooms

Osceola County, Florida

Floridian Dream

Floridian Dream

  • 12 guests

  • 4 bedrooms

Osceola County, Florida

Oceana Lodge

Oceana Lodge

  • 11 guests

  • 4 bedrooms

Osceola County, Florida

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Frequently asked questions

Airbnb is a shot in the dark. We meticulously vet all our homes in Kissimmee to ensure you won’t waste your precious holiday. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury Kissimmee Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.

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